Visible Light-Induced Aromatic Difluoroalkylation

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초록

Difluoroalkylated aromatics are important structural motifs in pharmaceutical and agrochemical applications. Herein, we report their synthesis by a mild, efficient, and convenient method using visible light photoredox catalysis. A variety of unactivated aromatics were difluoroalkylated with ethyl 2-bromo-2,2-difluoroacetate (BrCF2CO2Et) in the presence of the triscyclometalated Ir complex fac-[Ir(ppy)(3)] under visible light irradiation at room temperature. It is shown that reaction outcomes containing the CF2CO2Et moiety can be converted to a variety of other CF2-containing aromatics, demonstrating the synthetic utility of the present method.

키워드

aromatics; difluoroalkylation; heteroaromatics; iridium; visible light; COPPER-MEDIATED DIFLUOROMETHYLATION; C-H ACTIVATION; PHOTOREDOX CATALYSIS; TRIFLUOROMETHYLATION; ALKENES; ARYL; PERFLUOROALKYLATION; PHOSPHONATES; HETEROARENES; HETEROCYCLES
제목
Visible Light-Induced Aromatic Difluoroalkylation
저자
Jung, Jaehun; Kim, Eunjin; You, Youngmin; Cho, Eun Jin
DOI
10.1002/adsc.201400542
발행일
2014-09
유형
Article
저널명
Journal für Praktische Chemie
권
356
호
13
페이지
2741 ~ 2748